Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 4-Ethylguaiacol | HCID 62465 | — |
| Reactant | 2,6-Difluoropyridine | HCID 73934 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | HCID 24785925 | HCID 24785925 | 100% |
Reaction Steps
To a suspension of NaH (1.2 mmol; 50 mg) in anhydrous DMSO (1 mL) under argon, was added 4-ethyl-2-methoxyphenol (1 mmol; 152.2 mg) followed by 2,6-difluoropyridine (1 mmol; 0.1 ml). The reaction mixture was stirred at 120° C. overnight. After quenching with NaOH (0.1N; 3 mL), the mixture was extracted with dichloromethane (3*5 mL). Combined organic phases were dried over Na2SO4, concentrated in vacuo, to give the title compound as a light yellow oil (250 mg; 1 mmol; 100%), used without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US09309179B2 |
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| Source dataset | uspto-grants-2016_04 |
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| ORD ID | ord-1ca2cff3541540f481f493addd9a9a82 |
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| Source note | uspto-grants-2016_04 |
|---|